Suggestions by @nitrogencake

Jennifer Connelly

as Monica Crump in It's a Mad, Mad, Mad, Mad World (1993)

Robin Williams

as Sylvester Marcus in It's a Mad, Mad, Mad, Mad World (1993)

Blake Edwards

as Director in It's a Mad, Mad, Mad, Mad World (1993)

Chevy Chase

as J. Russell Finch in It's a Mad, Mad, Mad, Mad World (1993)

Dan Aykroyd

as Melville Crump in It's a Mad, Mad, Mad, Mad World (1993)

Phil Hartman

as Otto Meyer in It's a Mad, Mad, Mad, Mad World (1993)

Bob Hoskins

as Lennie Pike in It's a Mad, Mad, Mad, Mad World (1993)

Rowan Atkinson

as Lt. Col. J. Algernon Hawthorne in It's a Mad, Mad, Mad, Mad World (1993)

Charlton Heston

as Smiler Grogan in It's a Mad, Mad, Mad, Mad World (1993)

David Spade

as Ding Bell in It's a Mad, Mad, Mad, Mad World (1993)

Leslie Nielsen

as Captain T.G. Culpeper in It's a Mad, Mad, Mad, Mad World (1993)

Nathan Lane

as "Benjy" Benjamin in It's a Mad, Mad, Mad, Mad World (1993)

Michael Richards

as Tyler Fitzgerald in It's a Mad, Mad, Mad, Mad World (1993)

Nancy Marchand

as Mrs. Marcus in It's a Mad, Mad, Mad, Mad World (1993)

Louis Gossett Jr.

as Cab Driver #2 in It's a Mad, Mad, Mad, Mad World (1993)

Tony Sirico

as Cab Driver #1 in It's a Mad, Mad, Mad, Mad World (1993)

Carl Wilson

as 1998 in Deceased Celebrities Face Claims Sorted by Year of Death

Brad Garrett

as Eugene Roddenberry in Gene

John Cusack

as Eugene Roddenberry in Gene

Phil Hartman

as Randy Pear in Rat Race (1991)